One-Pot Homologation of Boronic Acids: A Platform for Diversity-Oriented Synthesis

被引：31

作者：

Muir, Calum W. ^{[1
]}

Vantourout, Julien C. ^{[1
,2
]}

Isidro-Llobet, Albert ^{[2
]}

Macdonald, Simon J. F. ^{[2
]}

Watson, Allan J. B. ^{[1
]}

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland

[2] GlaxoSmithKline, Med Res Ctr, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 24期

基金：

英国工程与自然科学研究理事会;

关键词：

C-H BORYLATION; PALLADIUM-CATALYZED BORYLATION; SMALL-MOLECULE SYNTHESIS; CROSS-COUPLING MODULES; BUILDING-BLOCKS; ARYL CHLORIDES; SPECIATION CONTROL; DERIVATIVES; ESTERS; ARENES;

D O I：

10.1021/acs.orglett.5b03030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Formal homologation of sp(2)-hybridized boronic acids is achieved via cross-coupling of boronic acids with conjunctive haloaryl BMIDA components in the presence of a suitably balanced basic phase. The utility of this approach to provide a platform for diversity-oriented synthesis in discovery medicinal chemistry is demonstrated in the context of the synthesis of a series of analogues of a BET bromodomain inhibitor.

引用

页码：6030 / 6033

页数：4

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